Lactoperoxidase-catalyzed iodination of arachidonic acid: formation of macrolides.
In the presence of iodide and hydrogen peroxide, lactoperoxidase catalyzed the conversion of arachidonic acid into several iodinated products; the major one was previously identified as an iodo-delta-lactone. Two minor and less polar products have now been characterized as 15-iodo-14-hydroxyeicosatrienoic acid, omega-lactone and 14-iodo-15-hydroxyeicosatrienoic acid, omega-lactone, on the basis of 125I incorporation, mass spectrometry, proton magnetic resonance spectroscopy and chemical modifications.
D016718:Arachidonic Acid; D001095:Arachidonic Acids / Q000378:metabolism*; D055598:Chemical Phenomena; D002621:Chemistry; D006880:Hydroxy Acids / Q000378:metabolism; D006893:Hydroxyeicosatetraenoic Acids; D007454:Iodides / Q000378:metabolism*; D007783:Lactones / Q000378:metabolism*; D007784:Lactoperoxidase / Q000378:metabolism*; D010544:Peroxidases / Q000378:metabolism*
D001095:Arachidonic Acids; D006880:Hydroxy Acids; D006893:Hydroxyeicosatetraenoic Acids; D007454:Iodides; D007783:Lactones; D016718:Arachidonic Acid; C030074:14-iodo-15-hydroxyeicosatrienoic acid, omega lactone; C030073:15-iodo-14-hydroxyeicosatrienoic acid, omega lactone; D007784:Lactoperoxidase; D010544:Peroxidases